US5288316A - Non aqueous dispersion ink with improved shelf life, tack and flow - Google Patents
Non aqueous dispersion ink with improved shelf life, tack and flow Download PDFInfo
- Publication number
- US5288316A US5288316A US07/956,209 US95620992A US5288316A US 5288316 A US5288316 A US 5288316A US 95620992 A US95620992 A US 95620992A US 5288316 A US5288316 A US 5288316A
- Authority
- US
- United States
- Prior art keywords
- weight
- non aqueous
- dispersion ink
- ink composition
- aqueous dispersion
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000006185 dispersion Substances 0.000 title claims description 24
- 239000000203 mixture Substances 0.000 claims abstract description 33
- 239000002904 solvent Substances 0.000 claims abstract description 28
- 239000012860 organic pigment Substances 0.000 claims abstract description 27
- 239000003974 emollient agent Substances 0.000 claims abstract description 17
- 229920000180 alkyd Polymers 0.000 claims abstract description 15
- 150000002148 esters Chemical class 0.000 claims abstract description 14
- 229920005989 resin Polymers 0.000 claims abstract description 14
- 239000011347 resin Substances 0.000 claims abstract description 14
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 claims abstract description 13
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 claims abstract description 13
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 claims abstract description 13
- -1 polysiloxane groups Polymers 0.000 claims description 36
- 229920001451 polypropylene glycol Polymers 0.000 claims description 16
- 239000007822 coupling agent Substances 0.000 claims description 9
- 239000000944 linseed oil Substances 0.000 claims description 9
- 235000021388 linseed oil Nutrition 0.000 claims description 9
- 239000002736 nonionic surfactant Substances 0.000 claims description 9
- 239000002245 particle Substances 0.000 claims description 8
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 7
- 239000003981 vehicle Substances 0.000 claims description 7
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 6
- 239000000194 fatty acid Substances 0.000 claims description 6
- 229930195729 fatty acid Natural products 0.000 claims description 6
- 150000004665 fatty acids Chemical class 0.000 claims description 6
- 229930040373 Paraformaldehyde Natural products 0.000 claims description 5
- 239000003995 emulsifying agent Substances 0.000 claims description 5
- 229920002866 paraformaldehyde Polymers 0.000 claims description 5
- FDCJDKXCCYFOCV-UHFFFAOYSA-N 1-hexadecoxyhexadecane Chemical compound CCCCCCCCCCCCCCCCOCCCCCCCCCCCCCCCC FDCJDKXCCYFOCV-UHFFFAOYSA-N 0.000 claims description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical group O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 4
- 229910021485 fumed silica Inorganic materials 0.000 claims description 4
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 3
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 3
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 3
- 239000005642 Oleic acid Substances 0.000 claims description 3
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 3
- 235000019438 castor oil Nutrition 0.000 claims description 3
- 239000004359 castor oil Substances 0.000 claims description 3
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims description 3
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 3
- 239000003607 modifier Substances 0.000 claims description 3
- 239000003921 oil Substances 0.000 claims description 3
- 235000019198 oils Nutrition 0.000 claims description 3
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 3
- 235000010469 Glycine max Nutrition 0.000 claims description 2
- 244000068988 Glycine max Species 0.000 claims description 2
- 235000021313 oleic acid Nutrition 0.000 claims description 2
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 239000012071 phase Substances 0.000 claims 3
- 239000008346 aqueous phase Substances 0.000 claims 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 239000000976 ink Substances 0.000 abstract description 52
- 238000009472 formulation Methods 0.000 abstract description 14
- 239000000463 material Substances 0.000 abstract description 9
- 239000000428 dust Substances 0.000 abstract description 6
- 238000001035 drying Methods 0.000 abstract description 5
- 230000008901 benefit Effects 0.000 abstract description 2
- 238000004040 coloring Methods 0.000 abstract 1
- 150000002334 glycols Chemical class 0.000 abstract 1
- 239000000049 pigment Substances 0.000 description 24
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- 239000006260 foam Substances 0.000 description 6
- BLXVTZPGEOGTGG-UHFFFAOYSA-N 2-[2-(4-nonylphenoxy)ethoxy]ethanol Chemical compound CCCCCCCCCC1=CC=C(OCCOCCO)C=C1 BLXVTZPGEOGTGG-UHFFFAOYSA-N 0.000 description 5
- OWYWGLHRNBIFJP-UHFFFAOYSA-N Ipazine Chemical compound CCN(CC)C1=NC(Cl)=NC(NC(C)C)=N1 OWYWGLHRNBIFJP-UHFFFAOYSA-N 0.000 description 5
- 229920002176 Pluracol® Polymers 0.000 description 5
- 230000032683 aging Effects 0.000 description 4
- POJOORKDYOPQLS-UHFFFAOYSA-L barium(2+) 5-chloro-2-[(2-hydroxynaphthalen-1-yl)diazenyl]-4-methylbenzenesulfonate Chemical compound [Ba+2].C1=C(Cl)C(C)=CC(N=NC=2C3=CC=CC=C3C=CC=2O)=C1S([O-])(=O)=O.C1=C(Cl)C(C)=CC(N=NC=2C3=CC=CC=C3C=CC=2O)=C1S([O-])(=O)=O POJOORKDYOPQLS-UHFFFAOYSA-L 0.000 description 4
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 229920001971 elastomer Polymers 0.000 description 3
- 230000007613 environmental effect Effects 0.000 description 3
- 229940055577 oleyl alcohol Drugs 0.000 description 3
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 3
- 239000011148 porous material Substances 0.000 description 3
- 239000005060 rubber Substances 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 230000003247 decreasing effect Effects 0.000 description 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 230000035945 sensitivity Effects 0.000 description 2
- 239000003549 soybean oil Substances 0.000 description 2
- 235000012424 soybean oil Nutrition 0.000 description 2
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 1
- 241000162364 Dasymutilla castor Species 0.000 description 1
- 229920003006 Polybutadiene acrylonitrile Polymers 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 240000006365 Vitis vinifera Species 0.000 description 1
- 235000014787 Vitis vinifera Nutrition 0.000 description 1
- 230000035508 accumulation Effects 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- ZHNUHDYFZUAESO-OUBTZVSYSA-N aminoformaldehyde Chemical compound N[13CH]=O ZHNUHDYFZUAESO-OUBTZVSYSA-N 0.000 description 1
- 125000004421 aryl sulphonamide group Chemical group 0.000 description 1
- 239000001055 blue pigment Substances 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- XCJYREBRNVKWGJ-UHFFFAOYSA-N copper(II) phthalocyanine Chemical compound [Cu+2].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 XCJYREBRNVKWGJ-UHFFFAOYSA-N 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 230000009977 dual effect Effects 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 238000011010 flushing procedure Methods 0.000 description 1
- 239000006261 foam material Substances 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 229940099800 pigment red 48 Drugs 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920001084 poly(chloroprene) Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000035939 shock Effects 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 230000035882 stress Effects 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/03—Printing inks characterised by features other than the chemical nature of the binder
- C09D11/033—Printing inks characterised by features other than the chemical nature of the binder characterised by the solvent
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/02—Printing inks
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/08—Printing inks based on natural resins
Definitions
- the ink One of the components of the printing system that has required extensive modification is the ink.
- a pad or roller made of a porous material is supplied with ink for the purpose of transferring the ink to a printhead.
- the printing pad may be one which is self contained or it may be one that is periodically supplied with ink from a reservoir.
- the problems in producing a satisfactory fluorescent ink are compounded because a plurality of dyes and pigments are required for achieving good color, fill in, edge acuity and the other qualities required from an ink.
- One of the major problems associated with inks is aging which results in printing that has a change in color and intensity with the passing of the time the ink is stored.
- ink that overcomes the aging problem and shows low environmental sensitivity (high humidity and low and high temperatures), low tackiness and flow properties, material compatibility and paper dust resistance would be advantageous. Another consideration is that the ink pad must function in an open environment without drying for at least six months; therefore, the ink solvents should be non volatile.
- Non aqueous dispersion ink formulations have been discovered that are nontoxic and have flow properties which substantially reduce the tendency of the ink to cause plugging in an inking pad.
- Ink pad life has a variability caused mainly by the inherent properties of the ink with which it is used.
- the inking pad may be assembled with two layers of foam, the first layer serving as an ink reservoir layer and the second layer serving as a metering layer which contacts the print head. Because of its high density and smaller pore size, the metering layer can act as a filter as a consequence of the ink concentrating at the interface of the two layers. As a result, plugging tends to occur.
- plugging is the fact that particles of the ink are captured within the pores of the inking member and thus prevent the flow of ink.
- the ink formulation of the instant invention is based on organic pigments dispersed in rosin esters or a combination of organic pigments dispersed in rosin esters and amino formaldehyde resin dispersed in an alkyd resin.
- the resulting color of these inks can be red, blue, green or black. It has been found that these ink formulations reduce the effects of paper dust accumulations because the solvents of the instant ink formulations are non drying on the printing elements and maintains printing elements in a wet state.
- the solvent has emollient properties. This wet state causes the flushing of elements resulting in paper dust being carried away. Lower concentrations of dissolved resin produces a lower tack ink which results in less paper dust attraction in the ink.
- the ink formulations of the instant invention have low environmental sensitivity due to small variation of the viscosity in the operating temperature range of 5° to 45° C. and the low hygroscopicity of the solvents.
- the preferred embodiment of the invention is the inclusion of an emollient solvent in the ink formulation.
- an emollient solvent in the ink formulation.
- Use of this type of solvent has been found to be compatible with the pigments used to produce the ink, provides low toxicity, ease of fabrication of the ink, is inert to materials in the inking system and provides a non-drying ink.
- Another advantage to the inclusion of an emollient solvent is that it is non-volatile and consequently results in the inking pad not drying.
- the formulations of the instant invention provide inks with improved print quality, are inert to materials used in a printer such as inker foams and rubber, low tack, good shelf life stability, and good flow through porous foam materials.
- the inks of the instant invention have an acceptable shelf life.
- the aged samples show no settling after two weeks of accelerated testing.
- the aging of the inks by temperature shock shows no settling for the inks during two weeks of accelerated testing that simulated one year-of aging by varying the temperature between 70° C. to -2° C., every four hours of the working day.
- the dual inker foam described above that is used in high speed flat bed systems is made of a polychloroprene foam bottom layer.
- the top layer is made of polyethylene sintered foam.
- the rubber used in the printing elements is made of polybutadiene acrylonitrile rubber, which is plasticized with dibutyl phthalate.
- the solvents used in the instant ink formulations are inert to all these materials.
- the print head should be usable for ten million prints, or ten years, and the pad materials should be compatible with the inks for six months.
- the pigment dispersion used in the ink formulation is stabilized by using easily dispersible pigments predispersed in a vehicle such as a rosin ester carrier, soy bean oil alkyds, non-ionic surfactants and other type of alkyds.
- a vehicle such as a rosin ester carrier, soy bean oil alkyds, non-ionic surfactants and other type of alkyds.
- An example of such a pigment dispersion is triazine aryl sulphonamide paraformaldehyde resin dispersed in linseed oil alkyd raisin.
- the non aqueous pigment dispersion used in the ink formulation is stabilized by using easily dispersible non fluorescent organic pigments predispersed in a vehicle such as rosin ester carrier, linseed oil alkyds, or other type of alkyds.
- the rosin ester dispersants are preferable because of the wide range of compatibility with solvents and resins.
- the non-fluorescent pigments also can be predispersed in a non-ionic surfactant such as oleyl alcohol ethoxylate and the like.
- the solvent system is preferably of the emollient solvent type.
- the solvent system can be composed of a mixture of low molecular weight polypropylene glycol, 10 to 30%, polyoxypropylene stearyl ether (the emollient solvent), 70 to 90%, and nonyl phenoxy polyoxyethylene ethanol, up to 0.5%. All percentages in this disclosure and the accompanying claims are in weight percent.
- Other solvents that can be used are polyoxypropylene (10) cetyl ether, castor oil, soy bean oil and oleic acid.
- the pigment dispersion can be further stabilized with a neoalkoxy titanate coupling agent and emulsifiers such as nonyl phenoxy polyethoxylated alcohols, which emulsifiers have an HLB (hydrophylic lipophylic balance) value from 2 to 15.
- a neoalkoxy titanate coupling agent and emulsifiers such as nonyl phenoxy polyethoxylated alcohols, which emulsifiers have an HLB (hydrophylic lipophylic balance) value from 2 to 15.
- HLB hydrophylic lipophylic balance
- the formulation of the instant invention involves unique color combinations based on mixtures of organic pigments such as the phthalocyanines and results in strong colors with high purity.
- organic pigments such as the phthalocyanines
- results in strong colors with high purity are given in the General Composition table hereinafter.
- the selection of the phthalocyanines for the blue ink is based on their dichroic properties. They reflect highly in the red region of the spectrum where the transmitted color is much greener.
- the organic pigments such as the phthalocyanines can be used in different forms such as powder or chips or predispersed pigments in rosin esters and organic pigments flushed with non-ionic surfactants such as oleyl alcohol ethoxylates.
- the average particle size of the organic pigments is between 0.1 and 0.4 ⁇ for at least 98% of the particles.
- Another component that may be included as an additive to the ink formulations is fumed silica with grafted polysiloxane groups. This additive controls the thioxtrophy of the ink, reduces surface tension and flattens the variation of the viscosity at different temperatures. At the same time, it reduces the hygroscopicity of the ink.
- the present invention provides a new class of inks that are compatible with the polymeric materials used in contemporary printers. Examples of such inks are as follows:
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/956,209 US5288316A (en) | 1992-10-05 | 1992-10-05 | Non aqueous dispersion ink with improved shelf life, tack and flow |
| CA002107641A CA2107641C (fr) | 1992-10-05 | 1993-10-04 | Encre fluorescente non aqueuse ayant une duree de vie en pot, un pouvoir d'accrochage et une fluidite accrus |
| EP93307889A EP0592182B1 (fr) | 1992-10-05 | 1993-10-05 | Encre non aqueuse sous forme de dispersion |
| DE69327289T DE69327289T2 (de) | 1992-10-05 | 1993-10-05 | Nicht-wässrige Dispersion-Druckfarbe |
| AU48820/93A AU660593B2 (en) | 1992-10-05 | 1993-10-05 | Non aqueous dispersion ink with improved shelf life, tack and flow |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/956,209 US5288316A (en) | 1992-10-05 | 1992-10-05 | Non aqueous dispersion ink with improved shelf life, tack and flow |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US5288316A true US5288316A (en) | 1994-02-22 |
Family
ID=25497915
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US07/956,209 Expired - Lifetime US5288316A (en) | 1992-10-05 | 1992-10-05 | Non aqueous dispersion ink with improved shelf life, tack and flow |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US5288316A (fr) |
| EP (1) | EP0592182B1 (fr) |
| AU (1) | AU660593B2 (fr) |
| CA (1) | CA2107641C (fr) |
| DE (1) | DE69327289T2 (fr) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5880214A (en) * | 1993-01-28 | 1999-03-09 | Riso Kagaku Corporation | Emulsion inks for stencil printing |
| WO2000020521A1 (fr) * | 1998-10-06 | 2000-04-13 | Minnesota Mining And Manufacturing Company | Encres piezo-electriques pour impression par jet d'encre et procedes de fabrication et d'utilisation de ces encres |
| US6503965B1 (en) | 2000-08-24 | 2003-01-07 | Bic Corporation | Solvent-based non-fluorescent ink for writing instruments based upon pigment dispersions in non-aqueous solvents |
| US6685961B1 (en) | 2000-10-24 | 2004-02-03 | Banner Pharmacaps, Inc. | Colored gelatin-based formulations and method |
| US20050139128A1 (en) * | 2003-12-31 | 2005-06-30 | Sung Edward H. | Process for conditioning azo pigments |
| US20110169887A1 (en) * | 2008-06-25 | 2011-07-14 | Kabalnov Alexey S | Inkjet ink and method of making the same |
| WO2019084231A1 (fr) * | 2017-10-26 | 2019-05-02 | Sanford L.P. | Formulations d'encre opaque et instruments d'écriture associés |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20060162612A1 (en) | 2005-01-25 | 2006-07-27 | Kabalnov Alexey S | Pigments modified with surface counter-ions |
| DE102005022425B4 (de) * | 2005-05-10 | 2009-10-22 | J. S. Staedtler Gmbh & Co. Kg | Tinte mit verlängerter "Cap-Off-Time" |
| CN107698202B (zh) * | 2016-08-09 | 2020-11-06 | 立邦涂料(中国)有限公司 | 一种低尘环保型彩色水泥基粉料及防水材料 |
Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2970965A (en) * | 1955-12-14 | 1961-02-07 | Switzer Brothers Inc | Printing inks and vehicles therefor |
| US3928226A (en) * | 1974-01-16 | 1975-12-23 | Pitney Bowes Inc | Multi-detectable ink compositions and method of use |
| US4361843A (en) * | 1981-03-27 | 1982-11-30 | Exxon Research And Engineering Co. | Ink jet compositions and method |
| US4386961A (en) * | 1981-12-17 | 1983-06-07 | Exxon Research And Engineering Co. | Heterologous ink jet compositions |
| US4400215A (en) * | 1981-12-07 | 1983-08-23 | Exxon Research And Engineering Co. | Ink jet ink formulation for reduced start-up problems |
| US4531976A (en) * | 1981-12-17 | 1985-07-30 | Exxon Research And Engineering Co. | Heterologous ink jet ink compositions |
| US4767459A (en) * | 1986-10-10 | 1988-08-30 | Imperial Chemical Industries Plc | Ink |
| US4793264A (en) * | 1981-12-07 | 1988-12-27 | Dataproducts Corporation | Low corrosion impulse ink jet ink containing anti-oxidant |
| US4822418A (en) * | 1981-03-27 | 1989-04-18 | Dataproducts Corporation | Drop on demand ink jet ink comprising dubutyl sebecate |
| US5114478A (en) * | 1991-01-07 | 1992-05-19 | Pitney Bowes Inc. | Homogenous ink composition |
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| US3682688A (en) * | 1970-06-17 | 1972-08-08 | Du Pont | Method of fixing a chelated organic titanate vehicle to a substrate |
| US4079026A (en) * | 1977-06-20 | 1978-03-14 | Hercules Incorporated | Printing inks and process for using the same |
| JPS58152073A (ja) * | 1982-03-04 | 1983-09-09 | Toray Ind Inc | 乾式平版印刷用インキ組成物 |
| US5290348A (en) * | 1992-10-05 | 1994-03-01 | Pitney Bowes Inc. | Non aqueous fluorescent dispersion ink with improved shelf life, tack and flow |
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1992
- 1992-10-05 US US07/956,209 patent/US5288316A/en not_active Expired - Lifetime
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1993
- 1993-10-04 CA CA002107641A patent/CA2107641C/fr not_active Expired - Fee Related
- 1993-10-05 DE DE69327289T patent/DE69327289T2/de not_active Expired - Fee Related
- 1993-10-05 AU AU48820/93A patent/AU660593B2/en not_active Ceased
- 1993-10-05 EP EP93307889A patent/EP0592182B1/fr not_active Expired - Lifetime
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| US2970965A (en) * | 1955-12-14 | 1961-02-07 | Switzer Brothers Inc | Printing inks and vehicles therefor |
| US3928226A (en) * | 1974-01-16 | 1975-12-23 | Pitney Bowes Inc | Multi-detectable ink compositions and method of use |
| US4361843A (en) * | 1981-03-27 | 1982-11-30 | Exxon Research And Engineering Co. | Ink jet compositions and method |
| US4822418A (en) * | 1981-03-27 | 1989-04-18 | Dataproducts Corporation | Drop on demand ink jet ink comprising dubutyl sebecate |
| US4400215A (en) * | 1981-12-07 | 1983-08-23 | Exxon Research And Engineering Co. | Ink jet ink formulation for reduced start-up problems |
| US4793264A (en) * | 1981-12-07 | 1988-12-27 | Dataproducts Corporation | Low corrosion impulse ink jet ink containing anti-oxidant |
| US4386961A (en) * | 1981-12-17 | 1983-06-07 | Exxon Research And Engineering Co. | Heterologous ink jet compositions |
| US4531976A (en) * | 1981-12-17 | 1985-07-30 | Exxon Research And Engineering Co. | Heterologous ink jet ink compositions |
| US4767459A (en) * | 1986-10-10 | 1988-08-30 | Imperial Chemical Industries Plc | Ink |
| US5114478A (en) * | 1991-01-07 | 1992-05-19 | Pitney Bowes Inc. | Homogenous ink composition |
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5880214A (en) * | 1993-01-28 | 1999-03-09 | Riso Kagaku Corporation | Emulsion inks for stencil printing |
| WO2000020521A1 (fr) * | 1998-10-06 | 2000-04-13 | Minnesota Mining And Manufacturing Company | Encres piezo-electriques pour impression par jet d'encre et procedes de fabrication et d'utilisation de ces encres |
| US6113679A (en) * | 1998-10-06 | 2000-09-05 | 3M Innovative Properties Company | Piezo inkjet inks and methods for making and using same |
| AU746181B2 (en) * | 1998-10-06 | 2002-04-18 | Minnesota Mining And Manufacturing Company | Piezo inkjet inks and methods for making and using same |
| US6379444B1 (en) | 1998-10-06 | 2002-04-30 | 3M Innovative Properties Company | Piezo inkjet inks and methods for making and using same |
| US6503965B1 (en) | 2000-08-24 | 2003-01-07 | Bic Corporation | Solvent-based non-fluorescent ink for writing instruments based upon pigment dispersions in non-aqueous solvents |
| US6685961B1 (en) | 2000-10-24 | 2004-02-03 | Banner Pharmacaps, Inc. | Colored gelatin-based formulations and method |
| US20050139128A1 (en) * | 2003-12-31 | 2005-06-30 | Sung Edward H. | Process for conditioning azo pigments |
| US20110169887A1 (en) * | 2008-06-25 | 2011-07-14 | Kabalnov Alexey S | Inkjet ink and method of making the same |
| US8430475B2 (en) | 2008-06-25 | 2013-04-30 | Hewlett-Packard Development Company, L.P. | Inkjet ink and method of making the same |
| WO2019084231A1 (fr) * | 2017-10-26 | 2019-05-02 | Sanford L.P. | Formulations d'encre opaque et instruments d'écriture associés |
| US12209192B2 (en) | 2017-10-26 | 2025-01-28 | Sanford, L.P. | Opaque ink formulations and associated writing instruments |
Also Published As
| Publication number | Publication date |
|---|---|
| EP0592182A1 (fr) | 1994-04-13 |
| DE69327289D1 (de) | 2000-01-20 |
| AU4882093A (en) | 1994-04-21 |
| CA2107641A1 (fr) | 1994-04-06 |
| CA2107641C (fr) | 2004-12-07 |
| DE69327289T2 (de) | 2000-05-18 |
| EP0592182B1 (fr) | 1999-12-15 |
| AU660593B2 (en) | 1995-06-29 |
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